I ran a cycle 5 years ago after only working out for 1 year. The cycle was.
Tren for 6 weeks
Test for 10 weeks
@ the end of the cycle I had gained tons of strength but did not like the way I looked at all. I felt like I looked like I was bloated.
When I started the cycle I was about 175 and at the end I was about 200.
I realize I should not of been running Tren nor anything do to my inexperience at that time. I noticed while working out towards the end of the 6 weeks I started to feel light headed. I believe that was from the Tren.
Aside for working out on and off for the past 5 years I have consistently been at it for the past 2 and a half years dieting "eating healthy" as well.
I am currently,
26 years old
5"10"
185 pounds
14.7 body fat
I work out 3 to 5 times a week and climb towers for a living so you could say I am pretty fit.

I am interested in really cutting down. I want to be chiseled.
If I do decide a cycle is right for me,
what would be the right way of going about it this time? dos, product, exc.
Based on my experience is a cycle even worth getting in to?

First of all, we simply can't answer the "Is a cycle worth it" question. That is entirely up to you, and there are plenty of good people here that are willing to help you if you decide to make another attempt. I guess what really concerns me about what you've said thus far is this juxtaposition: "light headed" and "I climb towers for a living". If you do decide to cycle again, monitor your blood pressure closely. Very closely.

With reference to your desire to be chiseled, most here will tell you that no drug in the world will do that for you at 14.7% bf. I think you know that already, and am guessing that you'd be more than willing to put in the requisite dietary and training "leg work".

Ahhhh blood pressure well that explains that. Yes this time if i decide to run it I will be having a doc keep an eye on me. After all in the end I want to look good and be healthy.

I can not remember exactly what the dosages from the cycle 5 years ago were but I can tell you what I was thinking of running this time.

5 kits HGH "planning to run for 6 months."
2 IU in the morning and after 6 weeks amp up to 2 IU at night as well, after work out.
T-3 once a day for first 6 weeks then amp up to 1 at night as well.
Anavar and Test Prop starting 6 weeks in

350mg prop a week and 50 mg Anavar a day for 8 weeks starting 2 months in.
hcg starting in 3 weeks in to prop and anavar cycle. 250 IU twice per week. Running till end of the cycle.
Then 4 days after last prop start PCT
Clomid 50/50/50/50

I'd say yes maybe a touch of AAS to keep muscle as you tighten up your diet to drop those extra pounds. Not on AAS it is almost impossible to keep the muscle as you get "cut." Having said that, it would take very little. I'd say Test (350mg a week or so) and then one other AAS that would help reduce your water retention. That is about it. Sure guys here might advise a whole slew of things but you could stay very conservative and see your goals IMO.

Looks like a very intelligent cycle to me. I would keep an Aromatase inhibitor (AI) handy, just in case bloat once again rears it's ugly head again, in the form of high blood pressure. We dont want to hear of you passing out 100 ft off of the ground.